[MF] 25 Year Old Me Got Lucky With My Coworker [Virgin][Long][Pic]

*Hey* r/GoneWildStories! *This is the somewhat modified account of how I finally swiped my v-card, which happened a little over five years ago. This the very first time I’ve ever written about my sexual adventures, and I haven’t shown it to anyone, so let me know if you like it. Sorry for it being so long; I like to set the stage, and my general verbosity is somewhat compulsive. Obviously, I’ve changed several small details to protect my anonymity, but, for the most part, this is exactly what transpired. The experience entirely changed the trajectory of my life, and me fundamentally as a person. Enjoy!*

***

In the spring of 2013, several months before my twenty-fifth birthday, I chose to step way, way outside my comfort zone and leave my small, rural hometown for a job in a major city here in the United States. It wasn’t anything glamorous, just a entry level corporate job. I could have found employment anywhere, and been generally fine. I chose this specific city because I had imagined living there in high school and wanted to try something completely new and different.

I was a hopeless virgin, and the choice to make such a drastic change was rooted in the desire to reinvent myself. I’d never dated, I’d never even held hands with a girl, and certainly never kissed a girl. I had always been kinda awkward; I battled with depression heavily in high school and college, and one of it’s side effects was that I had very low sex drive. This was made even worse by the fact that all of my friends were guys; since I was never around girls, I didn’t really know how to talk to them, and anytime I was around an attractive girl I felt nervous. I was always pretty afraid of being a creep, and was self-aware enough even as a boy to know that I was a bit of a weirdo. And so I extrapolated my eccentric personality into the inference that girls were more likely to find me creepy rather than cute. So, as my personality developed as I aged, I grew into being a very passive, non-threatening sort of man who was ultimately relatively intimidated by women.

However, around 23, I started becoming more socially comfortable, thanks to therapy. I definitely grew out of being really shy, and even though it still to this day gives me a bit of anxiety, I no longer had as much of a problem talking with women, even those I found attractive. In addition, I also lost about 40lbs, and leaned out; I decided it was time for me to reinvent myself. As for a physical description, I’m a six foot tall white guy, lean, with brownish hair and an auburn beard that I often find to be my defining feature with women. I get regularly told that I look like the love child of John Krasinski and Chris Pratt, which is cool I guess.

So anyway, I moved into the city and started my new job. It was my very first day, and I was just sitting around the office waiting for my training to start. This girl walks up, smiles brightly, and greets me exuberantly before continuing to go about her work. She’s maybe 5’2”, 120 lbs, olive-colored skin, with long blackish-brown hair with the tips dyed red to about four inches. She was wearing skinny jeans with a nice round butt and a rather conservative deep blue blouse that showed only a faint outline of her tits. I thought she looked to be Thai or Filipina, but would later learn she was half Irish, half Mexican. Her most memorable feature, however, was her eyes. She had those big, brown, innocent-looking doe-eyes. And her voice sounded deep and sultry; think Emma Stone.

I muttered hello and just sat at my desk awkwardly while she got some paperwork, and then left. Classic me.

Over the next few weeks and through some of the coworkers on my team, who were mostly my age or a little younger, I found out a little about her. Her name was Thea, and she was kind of known as the office slut. Both her team and my team, being made up mostly of fresh college graduates, still threw random house parties, and apparently Thea would always hook up with some guy, guaranteed. One of the guys suggested I steer clear of her; according to him she was an excellent worker and everyone, including the other girls, adored her, but he got the impression that her personal life was a bit of a trainwreck.

I didn’t care, and made excuses to start socializing with her on break or when getting coffee. I quickly learned that she was way geekier than me: she loved anime and video games and would go on forever about how awesome Sailor Moon was. I found it endearing, but she would really easily get worked up about everything, almost childlike. And I guess that made sense when I found out she was only 19. She was one of the youngest employees in our company and apparently got the job through a family connection.

This was a bit of a plot twist to me; I had just assumed she was closer to me in age. Would it be creepy for me to ask her out? Should I even try to hook up with her? I really wasn’t sure. I actually spent a week pondering this, because I couldn’t be completely sure if the age difference made me uncomfortable or not. That Friday, I just said fuck it. I made sure that I was walking out of the office at the exact time she was, and no one else was around.

“Any sweet weekend plans?”

“Nope, just PJs and Netflix.”

“You should show me around downtown! I haven’t done any exploring since I moved here.”

“Consider it a date! Give me your phone!”

She put her number into it, and headed off to her car. I was elated. We texted a bit back and forth and she seemed very eager, which put me at ease.

That next morning was beautiful, I was a bundle of nerves, and remained so when walking around the block to the nearby bus stop. There she was already waiting for me with a big grin on her face, waving enthusiastically. She was wearing a low cut tank with the OG Batman logo, and shorts shorts, far less conservative than anything she ever wore to work. I could also finally see some of her chest; her tits were bigger than I expected for her petite frame. I was caught off guard seeing her there; we discovered that we lived on opposite sides of the same neighborhood! The reason we never see each other is because she usually drives herself everywhere.

We hopped on the bus and made our way downtown, talking about food, TV, movies, music. We talked about our family lives, what brought me to leave mine and move to the city, and how she really needed a break from hers. I won’t go into the specifics of where we went, but we did a lot of tourist-y stuff, and she showed me a lot of the city that I would never have discovered on my own. At several points she’d grab my hand to lead me off somewhere, and while we were standing in line for a museum exhibit, she pressed herself up against me, saying the close quarters with all the people was making her nervous. I thought she might be trying to tease me.

As the day began to wane, we stopped by her house so that she could get her car. She wanted to show me one of her favorite restaurants, which was admittedly amazing I offered to pay for since she had driven us. We got some ice cream and sat in a local park for a bit. We continued to talk, and then she went quiet, but only for a moment.

“So now what should we do?” she asked with a piercing gaze.

“Well, if I’m being completely honest, I wanna fuck you,” I said, grinning.

Her big brown eyes bulged a bit in shock; she was clearly taken aback. It was admittedly uncharacteristic of me, but I felt like I shouldn’t beat around the bush. She didn’t immediately respond, and I could feel my face turning beat red. Luckily the sun was going down and the park was fairly dense with trees, so the shade obscured my embarrassment.

“I… Uh, well, I’m flattered, but my personal life is… I just ended a relationship…” She trailed off and looked away.

“That’s okay,” I sighed.

We spent some time just sitting there quietly. It was pretty awkward. Had I misread her signals? Probably, but I didn’t really care. I walked her back to her car, and she offered me a ride home, refusing to let me head to the bus.

“You live like eight blocks away from me, it wouldn’t make any sense!”

We chatted a bit more about work, mostly small talk. She went silent again when we pulled up in front of my place.

“Thanks for the ride,” I said. “I had a lot of fun today!”

She cast her gaze away from me, put on a pouty face, and said,

“You know, I am curious as to what you’d be like in bed.”

Without missing a beat, I responded with the first thing that popped into my head.

“Maybe you should satisfy that curiosity.”

With that, I hopped out of the car and walked up to my apartment. I closed the door behind me, and then peeked out my front window. Her car lingered in front; my heart was racing the entire time. But then, all too soon, I saw it move forward and off in the distance. I chuckled, and headed straight for the shower.

I spent my time soaking under the water reflecting on what had happened. All in all, I had a great time with her. I had been fantasizing about this girl for a month, and who knew? Her comment before I got out of the car certainly made things seem open-ended. I figured I should probably just be cool at work and maybe we’d hook up down the line. And if not, oh well.

My thoughts were interrupted by a text ping from my phone. I pushed the curtain back and glanced at it. A single word. From her.

“Tonight?”

I almost slipped and fell in the tub! I fumbled with the towel to dry my hands so that I could hastily reply in the affirmative. Another text came only seconds after I had hit send.

“I’ll be back in a few.”

I let her know that my door was open. I hadn’t even started cleaning myself yet, but now I was scrub myself like a madman, trying to wash the gross and stink and sweat from our day worth of adventures. When I came out of the bathroom, she was sitting in my living room playing on her phone.

“You really shouldn’t leave your door unlocked. Do you have condoms?”

“No, but I can run to the store.” Thankfully CVS was only 2 blocks away.

“You should do that.”

***

Back in my apartment, we started making out on my bed. Her lips were so soft. After a few seconds, she pulled away, giving me a cute smile.

“You’re a great kisser! I loooooove kissing!”

She directed me to stand up, knelt down, and tugged at my shorts.

“I think you need some attention here!” she said enthusiastically, smiling again when she saw my dick. I’m not super huge, pretty average sized honestly. But she seemed mesmerized by it.

Thea grabbed my shaft, and started slobbering all over the head. I was absolutely mortified that I would bust immediately; thankfully I held it together. It felt amazing; she licked up and down the sides from base to tip, each time looking up at me with her big brown eyes. Eventually she took me in her mouth as far as she could go and used one hand to do a slight tug on the base of my cock while she worked the top half with her mouth. I was starting to see stars, so I laid out on my bed while she continued.

After a few minutes of this I could feel myself getting worked up, so I stopped her and had her stand up. We kissed again, and I slowly began undressing her. I pulled her shirt up to reveal a lacy red bra, and after a few moments of fumbling with the clasp, I was able to strip it off her.

I let out an audible gasp; her tits were incredible. Maybe 34C? They were quite perky, with light brown areolas the size of half dollars and shallow, flat nipples. I began to lightly lick and suck on the right, and then moved to the left while massaging the right with my hand, covered in my own saliva. Her nipples puckered and her areolas scrunched and darkened.

It was at this point that she let out several high pitched moans, which were ridiculously sexy. In fact, her moans made me more turned on than the blow job; as I mentioned before, her regular speaking voice was a bit deep and manner of speaking on the tomboyish side, but these moans were exceedingly girly.

“Please be careful, they’re really sensitive!”

I looked up and grinned. She was doing the pouty face again!

I had her lay down on the bed, and peeled off her shorts and panties to reveal her dark, unshaven pussy. It was perfect looking, with thin dark lips that quickly turned to bright pink in the center. She was soaked.

“I had no idea this was gonna happen or I’d have shaved!”

Thankfully I wasn’t completely out of my element here; I had spent a lot of time reading r/sex because I had no intention of being a complete joke when this moment came. Seriously guys, if you’re a virgin, or just woefully inexperienced, go check out the FAQ. It was incredibly helpful for me and gave me a lot of confidence going in because I knew where the g-spot was, I knew what to expect eating pussy, learned about erogenous zones, the importance of foreplay, and I had some idea of the logistics of intercourse and making it pleasurable for my partner.

Anyway, her legs spread, I moved to lick her clit, and she put her hand on my forehead and closed her legs.

“Whoaaaa!”

I sat back up. “Is this not okay?”

She made her now trademark pouty face yet again and looked away.

“Well, yes, but, I haven’t had much experience receiving oral. Just be gentle, it makes me nervous and I’m a bit self conscious about it.”

After some reassuring, she allowed my face between her legs and I started licking her. I wasn’t sure what to expect, but it was an amazing sensation. She started shaking almost immediately; I slowly rubbed the tip of my tongue up and down her lips from her clit, and it her reactions were encouraging. She started running her hands through my hair, and kept muttering “Oh god” and “Fuck yes”. I then flattened my tongue and lapped at her clit and opening, alternating between that and stimulating it with the tip of my tongue. It didn’t take much of this for her shaking to become more intense, and it became so strong for her that she closed her legs tightly, with her thighs wrapped around the sides of my face. I extricated myself from her leg death grip, and realized that she wasn’t even looking at me, but rather, the ceiling, eyes half closed, and breathing heavily. It was very erotic; she looked like kind of a mess.

“Ugh, you made me cum from just that!” she huffed.

I thought she must be yanking my chain, but didn’t really pay it any mind, and dove back in. This time, I wrapped my lips around her clit, as though drinking through a small straw, and began lightly sucking on it. I remember having read that this is one of the most intense ways to stimulate the clit during oral, and the results were astounding. She started cumming like crazy, and I would alternate between this for ten to twenty seconds, and letting her ride out her orgasm by playing with her tits and/or kissing down her thighs. I also slipped one finger, and then eventually a second, into her pussy to stimulate her g-spot simultaneously as I ate her out. This experience seemed entirely foreign to her, and she wouldn’t allow me to continue due to overwhelming intensity

“I need you to fuck me RIGHT NOW,” she was basically begging me at this point.

Throughout all of this, my cock was raging with soreness, and had drooled precum all over my thighs and the bed. I had never been this aroused in my life. I slipped on a condom, and lined my shaft up with her slit. Her pussy was bright pink now, and her clit was swollen from all the stimulation. In spite of how gooey her wetness was, I was still met with a lot of resistance as I pushed my entire length into her.

“Ohhhhhhhhh… Fuck!” she groaned.

“Jesus, you’re tight.”

“You’re just too big! Please don’t go super deep, it kinda hurts!”

I moved my hips slowly and we made out while I was finding my rhythm. Her pussy was indeed pretty shallow; she’d flinch slightly if I pushed all the way in, so my head must’ve been hitting her cervix. She was all over me now, running her hands down my chest, wrapping her arms around my neck and pushing her head against my shoulder, all the while begging me to fuck her harder. My favorite variant of this position (which holds true even today) was with her legs spread and the back of her knees locked in front of my arms which propped me up so I could fuck her long and deep while using almost zero stamina; I was effectively rocking myself back and forth into her using the shaking bed for momentum.

“Okay fine I don’t even care just fuck the shit out of me!” She begged, her voice shrill, her long dark hair disheveled, and her face flushed with pleasure.

So I did. I pounded her as hard and as fast as I could. And by her reaction, I must have been fucking the soul out of her. She continued with her shrieking moans, and her whole body was trembling the same way she had when I was eating her out. Her cunt clamped down on my dick with such force that I thought I was gonna be pushed out of her.

Thea was one of those blessed girls who came very easily from penetration. And once she got going, it kept hitting her in waves, over and over. The sensation from my end was divine, almost indescribable. And rather than wanting me to stop and wait for her to ride it out as it washed over her, she wanted me to continue pounding away. So every twenty seconds or so, she’d cum again, and her sopping wet pussy would more or less suck my dick into her. All the while she was screaming my name, and she had completely dropped the shyness. She was completely overwhelmed.

So I’m sure all of this sounds fairly unbelievable; *“ACSR, please. You should’ve nutted right away, this sounds super fake.”*

Well, no actually. For some reason, whether it was because of nerves, or the condom, or the fact that I jerked off a lot, or something else entirely, I couldn’t quite get myself to cum. We switched to doggy, which she said was her favorite, but I didn’t get a whole lot of stimulation out of it and kept going too deep, which was painful for her. We tried several other positions, and eventually she asked me if I was close because she was so sensitive that she just couldn’t take much more.

I was afraid it would be weird or I would be insulting her if I told her I didn’t think I could cum, so I just faked it, and then stripped off the condom and threw it in the garbage. She seemed a bit out of it; she was uncharacteristically giggly, and kept sighing.

“That was… fantastic…” she mumbled, again staring at the ceiling.

She went to the bathroom to pee and clean up a bit, and then returned to the room. We started making out again, but it was much more sensual and less urgent, and we cuddled for awhile, with me laughing at how she kept gushing about how great I was. She eventually peeled herself off my bed, collected her clothes, and said she needed to get going; I walked her to her car.

I sent her a text on Sunday telling her I had a really great time, and she never replied. I think I checked my phone a hundred times; it was torture. I thought I’d done something wrong. I felt like complete shit dragging myself into work that Monday, dreading that I’d have to face her while feeling confused and hurt that I was completely ignored. When I ran into her at lunch time, I felt super awkward, but she acted like nothing had happened between us. It infuriated me. Had I just been used? I felt like such an idiot.

But then, in the afternoon, she caught me staring at her, and she grinned devilishly and winked at me. A minute later, my phone vibrated.

“I wasn’t sure if I wanted to see you again, but I’ve decided I need it. Can I stay over tonight?”

Naturally, I said yes. Over the next several weeks, we fucked every single day, sometimes multiple times. That first night she stayed, I revealed that I had been a virgin, and her reaction was pure disbelief. She admitted to me that she was indeed a huge slut; she had fucked something like 30 guys, including a bunch of her brother’s friends as revenge for him being a huge dick to her, a couple of dudes from work, from high school, a cosplayer, random convention goers. She also fucked a girl at a hotel orgy during an anime convention, which she said was amazing. She explained that her sluttiness was really simple: she loved the attention and validation, and when guys complimented her, it turned her on knowing that they wanted to use her. Both an old FWB of hers and one of our coworkers would hit her up regularly while she was at my place with calls and texts, and she’d ignore them. That made me feel like hot shit. She stayed over a lot, so I decided I must be her main action, and I perfectly was fine with that.

We fucked all over my apartment; in the kitchen, on the couch, in the shower, in my tiny backyard after dark. We went for a walk and were just chatting in a local park late one evening when she sad down on a bench and lifted up the sundress she was wearing to expose her newly shaven, drenched pussy. I plunged my dick into her right there, and almost got caught, as a couple jogged past only several minutes after we finished. We’d fuck in the middle of movies, watching TV, or playing video games. She would try to get through various scenes in Heavy Rain while slowly bouncing on my dick, or lazily suck my cock while I played Persona 4 or Skyrim. We tried anal sex together for the first time, which was awesome, but I preferred her tight little pussy. She wore lots of sexy lingerie for me, and also a sexy maid costume her she had purchased at a con but been too insecure to wear for someone.

I didn’t have trouble cumming after our first time, but I still lasted forever, which she deeply enjoyed. She made sure to get plenty of use out of my cock before taking care of me. Sometimes, she wouldn’t even be in the mood, and those times she’d still suck me dry or let me throat fuck her and bust in her mouth, or on her face or tits. Often times when we’d get real rough and her sore pussy would need a day to heal, I’d fuck her ass raw and dump a load in her. That was a lot of fun.

We agreed that we weren’t interested in anything serious or exclusive, but I asked her to be transparent with me if she fucked anyone else; I just wanted to know. I wasn’t sure why i wanted to know, but she agreed and asked the same of me. I remember her saying that there was no point in having sex with other guys, because I outpaced them by so much that she’d just be disappointed. I thought she was just joking around, but she was serious. Even though she was a slut, as we talked more about our own sexuality and chemistry, it was pretty clear that she had almost no experience with guys who were interested in getting her off. She insisted that for as long as I wanted, she would make herself available as my personal fucktoy.

You can bet that I put her to use. We experimented with rough sex; she loved to be choked and dominated, bitten, and generally smacked around. She became a slave to my every whim, and would regularly tell me in person or through text that she needed my cock constantly. [She’d snap me nudes regularly.](https://i.imgur.com/QP1sfRT.jpg?1) She also decided to change birth control (3-year implant), which had the side effect of her having a continuous period for weeks. She didn’t particularly care for period sex because she hated the smell, so I exclusively used her ass and mouth during that time.

After her period stopped, she began begging me to ditch the condoms, fuck her pussy raw, and blow my load inside her. Needless to say, I gave in quickly and started dumping my thick hot seed in her swollen pink cunt almost daily. One of my favorite things to do was whenever I woke up with morning wood, I’d shove myself into her while she was still asleep, then bust in her and have her spend the entire workday walking around with my cum leaking out of her. She absolutely loved it, especially being woken up by me forcing my cock in her.

Speaking of work, Thea and I agreed to keep our involvement a secret, and we maintained that secret for months. We even went so far as to always go into the office separately; I continued to take the bus because I didn’t have a car, while she drove. I personally thought we were very convincing. We never flirted and never broke the personal space boundary, but I’m sure at least someone picked up on it. We worked very hard to maintain a professional relationship separate from our erotic exploits, and that somehow made it naughtier. She stopped hooking up with random coworkers at the parties, and the rumor mill speculated that she had a secret main squeeze. If our boss or coworkers knew, they never revealed themselves, and I never told anyone.

I did however tell a few close friends from back home, and they were dumbfounded. I was so shy and meek that bragging about my sexcapades made me seem absolutely foreign to them, like I was a different person. But I finally understood the appeal of boasting about sexual conquest. It made me feel far more dominant and masculine than I had ever felt before in my life. I felt more like a man.

As summer waned, she put in her two weeks notice completely out of the blue; she had been accepted to the local college as a full-time student. She didn’t even tell me she’d applied, so I was taken aback. I found out like every other coworker, and I was frankly pretty upset about it. This day was soul crushing for me, because I both realized that I had feelings for her, and that it was clear to me that she almost certainly didn’t feel the same way about me. She hooked up with another guy one time in the time we’d been fucking, and I had felt nothing, not a single bit of jealousy. But this felt like a betrayal because she hadn’t confided in me. I spent that night alone thinking about it; I acknowledged that the foundation of our relationship was based on sex only, and the moment I put her on the spot by telling her I wanted more, I would be jeopardizing a good thing that I ultimately wasn’t willing to lose. So I compartmentalized, and faked enthusiasm for her new path.

We continued to see each other into autumn, but it wasn’t nearly as intense now that we didn’t work together. We stopped having regular sex marathons. When school started, I would often drive her to class before heading to work. She started staying over less as she dove into her studies. I was worried that maybe things had run their course, and that we were drifting apart. I tried not to say anything in order to prolong it if I could. Eventually I decided: if this is the end, I might as well tell her how I felt.

One night, just several days before her birthday, she had come over unannounced following class, as she sometimes did. I walked into my apartment and found her already in the kitchen. It was a sight to behold: she was making dinner, topless, with boy shorts, and dancing around Panic! At the Disco which was playing on her phone at low volume in the background. I couldn’t help but laugh at her, but she didn’t pay me much attention. I pulled up a stool at my kitchen counter, watching her as she worked. My heart felt heavy.

“Have you realized that I’m in love with you?”

She whirled around and gave me a soft kiss.

“Of course! I love you too babe,” she said, beaming.

Source: reddit.com/r/gonewildstories/comments/9a4u3h/mf_25_year_old_me_got_lucky_with_my_coworker